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Flights from Chicago to Jacksonville
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Flights from Chicago to Jacksonville Starting at SGD 261

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • ORD17:13
        4h 28m
        1 stop
        OAJ22:41
        Sat, Feb 22|Chicago - Jacksonville|Delta Air Lines
        SGD 261SGD 1,021
        74% OFF
        74% OFF
        SGD 1,021SGD 261

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sat, Feb 22, arriving at Albert J Ellis Airport. One-way Prices start from SGD 261 including taxes and charges.

      • MDW10:57
        5h 56m
        1 stop
        OAJ17:53
        Mon, Feb 24|Chicago - Jacksonville|Delta Air Lines
        SGD 270SGD 1,021
        74% OFF
        74% OFF
        SGD 1,021SGD 270

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Mon, Feb 24, arriving at Albert J Ellis Airport. One-way Prices start from SGD 270 including taxes and charges.

      • MDW09:54
        7h 18m
        1 stop
        OAJ18:12
        Mon, Mar 31|Chicago - Jacksonville|Delta Air Lines
        SGD 270SGD 1,021
        74% OFF
        74% OFF
        SGD 1,021SGD 270

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Mon, Mar 31, arriving at Albert J Ellis Airport. One-way Prices start from SGD 270 including taxes and charges.

      • MDW06:00
        4h 52m
        1 stop
        OAJ11:52
        Thu, Mar 20|Chicago - Jacksonville|Delta Air Lines
        SGD 392
        SGD 392

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Thu, Mar 20, arriving at Albert J Ellis Airport. One-way Prices start from SGD 392 including taxes and charges.

      • ORD17:30
        4h 24m
        1 stop
        OAJ22:54
        Sun, Apr 13|Chicago - Jacksonville|Delta Air Lines
        SGD 410
        SGD 410

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sun, Apr 13, arriving at Albert J Ellis Airport. One-way Prices start from SGD 410 including taxes and charges.

      • ORD12:00
        4h 41m
        1 stop
        OAJ17:41
        Thu, Mar 20|Chicago - Jacksonville|American Airlines
        SGD 491
        SGD 491

        Choose American Airlines flights from Chicago to Jacksonville. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Thu, Mar 20, arriving at Albert J Ellis Airport. One-way Prices start from SGD 491 including taxes and charges.

      • MDW12:44
        4h 9m
        1 stop
        OAJ17:53
        Mon, Feb 17|Chicago - Jacksonville|Delta Air Lines
        SGD 540
        SGD 540

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Mon, Feb 17, arriving at Albert J Ellis Airport. One-way Prices start from SGD 540 including taxes and charges.

      • MDW06:00
        4h 9m
        1 stop
        OAJ11:09
        Sun, Feb 16|Chicago - Jacksonville|Delta Air Lines
        SGD 541
        SGD 541

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Sun, Feb 16, arriving at Albert J Ellis Airport. One-way Prices start from SGD 541 including taxes and charges.

      • ORD18:35
        22h 18m
        1 stop
        OAJ17:53
        Mon, Feb 24|Chicago - Jacksonville|United Airlines
        SGD 855
        SGD 855

        Choose United Airlines flights from Chicago to Jacksonville. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Mon, Feb 24, arriving at Albert J Ellis Airport. One-way Prices start from SGD 855 including taxes and charges.

      • ORD14:30
        7h 11m
        1 stop
        OAJ22:41
        Fri, Feb 21|Chicago - Jacksonville|United Airlines
        SGD 870
        SGD 870

        Choose United Airlines flights from Chicago to Jacksonville. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Fri, Feb 21, arriving at Albert J Ellis Airport. One-way Prices start from SGD 870 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        OAJ02:00 pm
        Sun, Feb 23|Chicago - Jacksonville|Delta Air Lines
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        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Jacksonville flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1285

    Delta Air Lines

    06:00

    MDW

    2.0h

    09:01

    ATL

    SMTWTFS
    Search

  2. DL5364

    Delta Air Lines

    12:15

    ATL

    1.4h

    13:39

    OAJ

    SMTWTFS

  3. DL1264

    Delta Air Lines

    06:00

    ORD

    2.2h

    09:12

    ATL

    SMTWTFS
    Search

  4. DL5365

    Delta Air Lines

    10:25

    ATL

    1.4h

    11:52

    OAJ

    SMTWTFS

  5. DL1285

    Delta Air Lines

    06:00

    MDW

    2.0h

    09:01

    ATL

    SMTWTFS
    Search

  6. DL5365

    Delta Air Lines

    10:25

    ATL

    1.4h

    11:52

    OAJ

    SMTWTFS

  7. DL1063

    Delta Air Lines

    10:10

    MDW

    1.9h

    13:05

    ATL

    SMTWTFS
    Search

  8. DL4988

    Delta Air Lines

    15:20

    ATL

    1.4h

    16:46

    OAJ

    SMTWT-S

  9. DL1147

    Delta Air Lines

    11:19

    ORD

    2.0h

    14:18

    ATL

    SMTWTFS
    Search

  10. DL4988

    Delta Air Lines

    15:20

    ATL

    1.4h

    16:46

    OAJ

    SMTWT-S

  11. DL2417

    Delta Air Lines

    13:05

    MDW

    2.0h

    16:04

    ATL

    SMTWT-S
    Search

  12. DL4988

    Delta Air Lines

    15:20

    ATL

    1.4h

    16:46

    OAJ

    SMTWT-S

  13. DL1477

    Delta Air Lines

    15:35

    ORD

    2.0h

    18:37

    ATL

    SMTWTFS
    Search

  14. DL4892

    Delta Air Lines

    20:50

    ATL

    1.4h

    22:14

    OAJ

    SMTWTFS

  15. DL1739

    Delta Air Lines

    17:03

    MDW

    2.0h

    20:06

    ATL

    SMTWTFS
    Search

  16. DL4892

    Delta Air Lines

    20:50

    ATL

    1.4h

    22:14

    OAJ

    SMTWTFS

  17. DL976

    Delta Air Lines

    17:13

    ORD

    2.1h

    20:20

    ATL

    SMTWTFS
    Search

  18. DL4892

    Delta Air Lines

    20:50

    ATL

    1.4h

    22:14

    OAJ

    SMTWTFS

  19. DL2738

    Delta Air Lines

    17:55

    ORD

    2.0h

    20:57

    ATL

    S-TWT-S
    Search

  20. DL4892

    Delta Air Lines

    20:50

    ATL

    1.4h

    22:14

    OAJ

    SMTWTFS
Find more flights and airlines

Find the best time to fly from Chicago to Jacksonville

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

FAQ

  • When are flight tickets from Chicago (CHI) to Jacksonville (OAJ) the cheapest?

    Airlines adjust prices for flights from Chicago to Jacksonville based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Jacksonville (OAJ) cost?

    According to Trip.com's data, the lowest price is around SGD 723.

How to find a cheap flight from Chicago to Jacksonville

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Jacksonville. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to Jacksonville

Cheapest nonstop flight priceSGD 261
Off-season for travelJanuary
Peak season for travelNovember
Flight distance1,193.13 km
Popular airlineDelta Air Lines

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